Cesium carbonate → trans-N-cyanomethyl-2-(4-hydroxyphenylsulfanylmethyl)-cyclohexanecarboxamide

Participants

Reaction Conditions

Reaction Steps

trans-2-Bromomethyl-cyclohexanecarboxylic acid cyanomethylamide (261 mg) and cesium carbonate (327 mg) were weighed into a 15 mL vial fitted with a stir bar and a vent cap. Acetone (3 mL) and 4-mercaptophenol (139 mg) were added. The reaction mixture was stirred at 50° C. overnight and then diluted with hot acetone (7 mL) and filtered through Celite™. The Celite™ was washed with hot acetone. The filtrate and wash were combined and the solvent was removed on a rotary evaporator. Chromatography of the crude product on a silica gel (using 3:1 dichloromethane:acetone as the eluent) provided the title compound as a beige solid.

Provenance & Evidence